Cupcakes are all the rage!  These baby cakes are being served everywhere. You can find them on the dessert table at family meals or even at weddings. It doesn’t surprise me that people love cupcakes. When you can pick up a sweet treat and eat it with your hands you have found the pot of gold.  And these pineapple upside down cupcakes are delicious. This post may contain affiliate links.    Pineapple Upside Down Cupcakes have become my husband’s new favorite dessert. I’m a chocolate loving kind of girl, but can definitely eat my way through a few Pineapple Upside Down Cupcakes when the opportunity presents itself.

You will need a few simple ingredients to get you started. 

Yellow Cake Mix (eggs, oil, water) Whatever your particular mix calls for

Butter 

Brown Sugar

Crushed Pineapple

Maraschino Cherries 

Something to grease your cupcake tins with. (I use Crisco, but a good non-stick spray should work, too)

You will need to have some wax paper on hand so you can invert the cupcakes onto the wax paper when releasing them. 

Here are a few tips to make this recipe work better.

When mixing these cupcakes if your cake mix calls for the water you will be replacing it with the pineapple juice you drained from the can. If you don’t have enough juice just add water until you get to the right measurements.

Be sure your cupcake tins are well greased. This will prevent sticking. 

When you add the butter, brown sugar pineapple and cherry push it down with the back of a spoon so it’s an even layer. 

Put these on the middle oven rack. 

If you are using a dark pan reduce your cooking temperature by 25 degrees. 

Let the cupcakes cool for 5 mins before inverting them. 

Following those few tips will ensure that these cupcakes will be a new family favorite if you can keep them around long enough for everyone to try! 

Curious minds want to know, Do you eat the cherry on top of your pineapple upside down cake?

I do not! If it was a chocolate covered cherry I’d probably eat it. But it’s a big no on maraschino cherries for me!

Yield: 24

Pineapple Upside Down Cupcakes

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Ingredients

• 1/2 cup butter, melted
• 1 1/2 cups brown sugar
• 24 maraschino cherries
• 20 ounce can crushed pineapple drained
• 1 box of your favorite yellow cake mix
• 3 eggs
• 1/3 cup oil
• 1 1/3 cup pineapple juice

Instructions

1. Move an oven rack into the middle of the oven. Preheat oven to 350 degrees F.
2. Grease 24 muffin cups. (Try using shortening or a good non-stick spray)
3. Line a work surface with waxed paper
4. Spoon 1 teaspoon melted butter into the bottom of each muffin cup.
5. Spoon 1 tablespoon brown sugar in each muffin cup.
6. Press a maraschino cherry into the center of the brown sugar in each muffin cup.
7. Spoon a heaping tablespoon of crushed pineapple over the cherry and compact it with the back of a spoon into an even layer.
8. Mix yellow cake mix as directed adding in your oil, eggs, etc.. replacing the water with pineapple juice until moistened, about 30 seconds. Turn mixer speed to medium and mix for 2 minutes.
9. Pour cake batter into the muffin cup, filling them almost to the top; do not overfill.
10. Bake in the preheated oven until a toothpick inserted into the center of a cupcake comes out clean, about 20 minutes.
11. Allow cupcakes to cool at least 5 minutes before inverting muffin cups onto the wax paper to release. Serve with pineapple and cherry sides up.

Notes

The oil and eggs are listed in the ingredients because every yellow cake mix I have ever used calls for those ingredients in those measurements. You may have to adjsut the ingredients accordingly depending on the cake mix you use.

Crushed pineapple works best.

Nutrition Information:

Yield:

24

Serving Size:

1
Amount Per Serving: Calories: 225 Total Fat: 8g Saturated Fat: 3g Trans Fat: 0g Unsaturated Fat: 4g Cholesterol: 33mg Sodium: 202mg Carbohydrates: 37g Fiber: 1g Sugar: 27g Protein: 2g

As with any of our recipes, carb counts, calorie counts, WW points and nutritional information varies greatly. As a result, your nutritional content depends on which products you choose to use when cooking this dish. The auto-calculation is just an automated estimate and should NOT be used for specific dietary needs.